TDCV-TPA

Base Information

• Chemical Name: TDCV-TPA
• CAS No.: 883236-54-2
• Molecular Formula: C42H21N7S3
• Molecular Weight: 719.874
• Mol file: 883236-54-2.mol

Synonyms:TDCV-TPA;Tris[4-(5-dicyanomethylidenemethyl-2-thienyl)phenyl]amine

Chemical Property of TDCV-TPA

Chemical Property:

• Melting Point: 400°C
• PSA: 230.70000
• LogP: 11.63360

Purity/Quality:

97% ^*data from raw suppliers

Tris[4-(5-dicyanomethylidenemethyl-2-thienyl)phenyl]amine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Isotropic organic semiconductor for OPV′s and OLED′s. TDCV-TPA is soluble in a large variety of organic solvents and can be used for the fabrication of heterojunction solar cells with high open-circuit voltage (1.15V), efficiency close to 2% and longer ambient condition lifetimes than cells based on poly(alkylthiophenes). The compound absorbs at 509nm (in CH2Cl2 solution) and 538nm as thin film. It can be used as high spectral purity luminophore in LED′s, emitting red light at 658nm.

Technology Process of TDCV-TPA

There total 6 articles about TDCV-TPA which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

5,5',5''-(4,4',4''-nitrilotris(benzene-4,1-diyl))trithiophene-2-carbaldehyde (883236-47-3) + malononitrile (109-77-3) → N,N,N-tris[4-[5-(2,2-dicyanoethen-1-yl)-2-thienyl]phenyl]amine (883236-54-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/jo701390y

Reference yield: 76.0%

tris{4-[5-(2-thienylethen-2-yl)-2-thienyl]phenyl}amine + malononitrile (109-77-3) → N,N,N-tris[4-[5-(2,2-dicyanoethen-1-yl)-2-thienyl]phenyl]amine (883236-54-2)

Guidance literature:

With triethylamine; In chloroform; for 15h; Heating;

DOI:10.1021/ja058178e

Reference yield:

tri(p-bromophenyl)amine (4316-58-9) → N,N,N-tris[4-[5-(2,2-dicyanoethen-1-yl)-2-thienyl]phenyl]amine (883236-54-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / Pd(PPh₃)4

2: 90 percent / POCl₃

3: 76 percent / Et₃N

With triethylamine; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1: Stille coupling / 2: Vilsmeier formylation / 3: Knoevenagel condensation;

DOI:10.1039/b516781g

upstream raw materials:

malononitrile

5,5',5''-(4,4',4''-nitrilotris(benzene-4,1-diyl))trithiophene-2-carbaldehyde

tri(p-bromophenyl)amine

tris(4-(thiophen-2-yl)phenyl)amine